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ChemicalBook CAS DataBase List TETRABROMO-THIENO[3,2-B]THIOPHENE
124638-53-5

TETRABROMO-THIENO[3,2-B]THIOPHENE synthesis

5synthesis methods
Thieno[3,2-b]thiophene

251-41-2

TETRABROMO-THIENO[3,2-B]THIOPHENE

124638-53-5

S1. Thieno[3,2-b]thiophene (5 g, 35.7 mmol) was dissolved in a solvent mixture of glacial acetic acid (36 ml) and chloroform (10 ml). Bromine (28.5 g, 180.56 mmol) was added slowly dropwise at room temperature and stirring was continued for 30 min after completion of the dropwise addition. The reaction mixture was then heated to 78°C refluxing overnight. After completion of the reaction, it was cooled to room temperature and the reaction mixture was washed with water to precipitate a white solid product. The product was washed sequentially three times each with water and methanol and finally dried under vacuum at room temperature to afford tetrabromothieno[3,2-b]thiophene (Compound 1) as a white solid with mass spectrometry detection [M+] = 455.0 in 95% yield.

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Yield: 95%

Reaction Conditions:

with bromine;acetic acid in chloroform at 20 - 78;

Steps:

1.1
S1,willAnd thiophenethienothiophene(5 g, 35.7 mmol)Soluble in glacial acetic acid (36ml)And chloroform (10 ml)Of the mixed solvent,Br2 is added dropwise at room temperature(28.5 g, 180.56 mmol),Continue to stir for half an hour,And then heated to reflux at room temperature of 78 ° C overnight; Ling to room temperature, washed with water, precipitation of white solid compounds, and then washed with water and methanol 3 times, vacuum drying at room temperature,To give white solid compound 1, [M +] = 455.0 (yield: 95%);

References:

Beijing University Shenzhen Sheng Yuan;Meng Hong;Shi Jingjing CN106188090, 2016, A Location in patent:Paragraph 0086

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